US 7,393,869 B2
Methods of using thiazolidine derivatives to treat cancer or inflammation
Zaihui Zhang, Vancouver (Canada); Timothy S. Daynard, Vancouver (Canada); and Gabriel Bela Kalmar, Richmond (Canada)
Assigned to QLT Inc., Vancouver, BC (Canada)
Appl. No. 10/514,174
PCT Filed May 08, 2003, PCT No. PCT/CA03/00682
§ 371(c)(1), (2), (4) Date Jul. 07, 2005,
PCT Pub. No. WO03/094916, PCT Pub. Date Nov. 20, 2003.
Claims priority of provisional application 60/379929, filed on May 10, 2002.
Prior Publication US 2006/0183782 A1, Aug. 17, 2006
Int. Cl. A01N 43/82 (2006.01); A61K 31/535 (2006.01)
U.S. Cl. 514—361  [514/236.2] 6 Claims
 
1. A pharmaceutical composition comprises a pharmaceutically acceptable carrier, diluent or excipient and a compound of formula (Ia):

OG Complex Work Unit Drawing
wherein:
each p is independently 1 to 5;
A is linker of four atoms and is selected from the group consisting of an optionally substituted straight or branched alkylene chain of four carbons, an optionally substituted straight or branched alkenylene chain of four carbons, —R8a—C(R2a)—N(R5a)—, —R8a—N(R5a)—C(R2a)—, —R8a—O—C(R2a)—, —R7a—O—C(R2a)—R7a—, —R8a—O—R7a—, —R7a—C(R2a)—N(R5a)—S(O)t— (where t is 0 to 2), —R8a—N(R5a)—R7a, —R8a—S(O)t—R7a— (where t is 0 to 2), —R9a—N(R5a)—, —R9a—O—, and —R9a—C(R2a)—;
R1a and R2a are each independently ═O or ═S;
R3a is alkyl, alkenyl, aryl, aralkyl, aralkenyl, cycloalkyl, cycloalkylalkyl, chloro, iodo, bromo, haloalkyl, haloalkoxy, nitro, cyano, —N═N—O—R11a, —OR10a, —C(O)OR10a, —C(O)N(R10a)2, —N(R12a)2, —N(R10a)C(O)R10a, —N(R10a)C(O)OR11a, —S(O)tR10a (where t is 0 to 2), —S(O)tN(R10a)2 (where t is 0 to 2), or heterocyclylalkyl;
R4a is hydrogen, alkyl, aralkyl, aryl, haloalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl or heterocyclylalkyl;
R5a is hydrogen, alkyl, aralkyl, or aryl;
R6a is alkenyl, aryl, aralkyl, aralkenyl, cycloalkyl, cycloalkylalkyl, haloalkyl, haloalkoxy, nitro, cyano, —N═N—O—R11a, —C(O)N(R10a)2, —N(R10a)2, —N(R10a)C(O)R10a, —N(R10a)C(O)OR11a, —S(O)tR10a (where t is 0 to 2), —S(O)tN(R10a)2 (where t is 0 to 2), —S(O)tNH—R14a, heterocyclyl or heterocyclylalkyl;
each R7a is an optionally substituted alkylene chain of one carbon;
each R8a is an optionally substituted straight or branched alkylene or alkenylene chain of two carbons;
each R9a is an optionally substituted alkylene chain of three carbons;
each R10a is hydrogen, alkyl, alkenyl, cycloalkyl, cycloalkylalkyl, aralkyl or aryl;
R11a is hydrogen, alkyl or aralkyl;
R12a is hydrogen, aryl or aralkyl; and
R14a is a thiazole;
as a single stereoisomer, a mixture of stereoisomers, or as a racemic mixture of stereoisomers; or as a solvate or polymorph; or as a pharmaceutically acceptable salt thereof.